House - Rating 5 (8)

Tanglewood Ski Chalet- Hot tub, Spacious, Near Resort


Bedroom 4 bedrooms
Bathroom 4 baths
Guests 8 guests
Pets Not Allowed Pets Not Allowed

  • Address: 295 Tanglewood Drive
  • Location: Killington
  • Type: House

Location Location

Description Description
Tanglewood Chalet is a spacious 4-bedroom, 4-bath mountain home just 3 miles from Killington and Pico. Featuring a fully stocked kitchen, bright living room with high ceilings, multiple decks, private hot tub, grill, garage, and a second living area, this home is perfect for families and friends looking to relax and explore Vermont year-round.

Settle into Tanglewood Chalet, a spacious four-bedroom, four-bath mountain home designed for comfort, connection, and year-round adventures. Located just 3 miles from Killington Resort and 3 miles from Pico Mountain, this single-family retreat offers plenty of room for families and friends to relax after a day on the mountain.

Step inside to a generous mudroom, perfect for storing skis, boots, and gear. On the main level, you’ll find two bedrooms just off the entry — one with a queen bed and another with a twin-over-full bunk — along with a full bathroom. The heart of the home opens up to a fully stocked kitchen, dining area, and an expansive living room with soaring ceilings and large windows, filling the space with natural light.

Upstairs, the primary suite features a king bed and a private ensuite bath. Another bedroom with a twin-over-full bunk also has its own full bathroom, offering comfort and privacy for everyone in your group. The lower level includes an additional full bath and a cozy second sitting area with a TV, perfect for movie nights or downtime.

Outside, enjoy multiple decks, a private hot tub, a grill, and plenty of outdoor space to unwind in any season. A garage, Wi-Fi, and smart TVs round out the amenities, making Tanglewood Chalet a welcoming and convenient home base for your Vermont getaway.

Whether you’re here for skiing, hiking, or simply relaxing together, Tanglewood Chalet offers the space and setting to make your stay memorable.

The driveway is dirt and gravel and is a bit tough in winter. If there’s snow, we recommend parking at the top of the driveway and walking down or having a four-wheel-drive car with snow tires the home is on a it dirt private road.


Availability Calendar Availability Calendar
Available
Unavailable
Check-In
Check-Out
June 2026
Su Mo Tu We Th Fr Sa
  1 2 3 4 5 6
7 8 9 10 11 12 13
14 15 16 17 18 19 20
21 22 23 24 25 26 27
28 29 30        
July 2026
Su Mo Tu We Th Fr Sa
      1 2 3 4
5 6 7 8 9 10 11
12 13 14 15 16 17 18
19 20 21 22 23 24 25
26 27 28 29 30 31  
August 2026
Su Mo Tu We Th Fr Sa
            1
2 3 4 5 6 7 8
9 10 11 12 13 14 15
16 17 18 19 20 21 22
23 24 25 26 27 28 29
30 31          
September 2026
Su Mo Tu We Th Fr Sa
    1 2 3 4 5
6 7 8 9 10 11 12
13 14 15 16 17 18 19
20 21 22 23 24 25 26
27 28 29 30      
October 2026
Su Mo Tu We Th Fr Sa
        1 2 3
4 5 6 7 8 9 10
11 12 13 14 15 16 17
18 19 20 21 22 23 24
25 26 27 28 29 30 31
November 2026
Su Mo Tu We Th Fr Sa
1 2 3 4 5 6 7
8 9 10 11 12 13 14
15 16 17 18 19 20 21
22 23 24 25 26 27 28
29 30          
December 2026
Su Mo Tu We Th Fr Sa
    1 2 3 4 5
6 7 8 9 10 11 12
13 14 15 16 17 18 19
20 21 22 23 24 25 26
27 28 29 30 31    
January 2027
Su Mo Tu We Th Fr Sa
          1 2
3 4 5 6 7 8 9
10 11 12 13 14 15 16
17 18 19 20 21 22 23
24 25 26 27 28 29 30
31            
February 2027
Su Mo Tu We Th Fr Sa
  1 2 3 4 5 6
7 8 9 10 11 12 13
14 15 16 17 18 19 20
21 22 23 24 25 26 27
28            
March 2027
Su Mo Tu We Th Fr Sa
  1 2 3 4 5 6
7 8 9 10 11 12 13
14 15 16 17 18 19 20
21 22 23 24 25 26 27
28 29 30 31      
April 2027
Su Mo Tu We Th Fr Sa
        1 2 3
4 5 6 7 8 9 10
11 12 13 14 15 16 17
18 19 20 21 22 23 24
25 26 27 28 29 30  
May 2027
Su Mo Tu We Th Fr Sa
            1
2 3 4 5 6 7 8
9 10 11 12 13 14 15
16 17 18 19 20 21 22
23 24 25 26 27 28 29
30 31          
Swipe Swipe for Availability

Bedding Bedding
Room 1
1 Double Bed
1 Single Bed

Room 2
1 Queen Bed

Room 3
1 King Bed

Room 4
1 Double Bed
1 Single Bed


Amenities 61 Amenities
  • Baking sheet
  • Balcony
  • Barbeque utensils
  • Blender
  • Board games
  • Body soap
  • Carbon Monoxide Detector
  • Cleaning products
  • Clothing storage
  • Coffee
  • Coffee/tea maker
  • Conditioner
  • Cooking basics
  • Dining table
  • Dishwasher
  • Dryer
  • Essentials
  • Extra pillows and blankets
  • Fire Extinguisher
  • Fireplace
  • First aid kit
  • Free parking
  • Free WiFi
  • Freezer
  • Garage
  • Garden or backyard
  • Hair Dryer
  • Hangers
  • Heating
  • High chair
  • Hot tub
  • Hot water
  • Internet
  • Jacuzzi
  • Kitchen
  • Kitchen utensils
  • Linens
  • Microwave
  • Outdoor grill
  • Oven
  • Pack n play travel crib
  • Private entrance
  • Private living room
  • Private parking
  • Refrigerator
  • Shampoo
  • Shower
  • Shower gel
  • Smart TV
  • Smoke detector
  • Stove
  • Suitable for children
  • Suitable for infants
  • Toaster
  • Toilet
  • Towels
  • Tub
  • TV
  • Washing Machine
  • Wine glasses
  • Wireless

House Rules House Rules
Checkin Time: 04:00 PM
Checkout Time: 10:00 AM
House Rules: Our entire home is non-smoking (e-cigs included). You may only smoke outdoors. There is a $500 fine for smoking in the house. The home uses a locked thermostat set within a comfortable range of 68–70°F.

Cancellation Policy Cancellation Policy
97% refund up to 30 days before arrival
50% refund up to 14 days before arrival

Reviews Rating 5 (8) Reviews
Rating 5
I went to this house with a group of friends on a ski trip, and it was perfect. The house was exactly as shown in the pictures. The hosts were great, and I highly recommend this place. My group and I would absolutely love to come back next season.
Rodney - Posted: 3/22/2026
Thanks, Rodney! Glad the Tanglewood Ski Chalet matched the photos and was perfect for your ski trip. Happy the hosts took good care of you, we appreciate the recommendation and would love to host you and your group again next season.
Killington Mountain Homes staff
Rating 5
We had a great stay at Dan & Holly’s! We’ve stayed at several of their properties over the years and they never disappoint. Looking forward to return in the future!
Alexander - Posted: 3/11/2026
Thank you so much, Alexander, for continuing to choose our homes over the years! It really means a lot to us to have returning guests like you, and we’re so glad to hear you had another great stay. We truly appreciate your support and would love to host you again anytime.
Killington Mountain Homes staff
Rating 5
We absolutely loved our stay at Dan & Hollys rental! The house could not have been more perfect for a family out. The common areas are perfect for big meals, games, and lounging! The bed rooms were spacious and clean and the hot tub was exactly what we needed after days on the slopes! And its super convenient to the mountain. We’re excited to book our next stay!
Joe - Posted: 3/1/2026
Thanks, Joe! Glad the Tanglewood Ski Chalet was perfect for your family — great to hear the common areas were ideal for meals and games, the bedrooms were spacious and clean, and the hot tub hit the spot after the slopes. Happy the location was convenient to the mountain. Hope to welcome you back to Killington soon.
Killington Mountain Homes staff
Rating 5
Great place for a bunch of guys to do some business and some skiing!
William - Posted: 2/25/2026
Thanks, William! Glad our Tanglewood Ski Chalet worked well for your group for both business and skiing. Hope the slopes treated you well—please come back anytime!
Killington Mountain Homes staff
Rating 5
This wonderful home, just a 10-minute drive to Killington, is perfect for shredding on the slopes. It’s an ideal place for all those who love the slopes and enjoy relaxing in the hot tub afterward. 🏂 ⛷️
Andrew - Posted: 1/24/2026
Thanks Andrew! We’re so glad you enjoyed the location and found it perfect for skiing and relaxing afterward. We’d love to host you again for your next trip to Killington!
Killington Mountain Homes staff
Rating 5
Dan and Holly are super friendly host. Always respond to our messages in a timely manner and provided help when our car was stuck. Great stay and highly recommend!!
Evelyn - Posted: 1/19/2026
Thanks Evelyn! Glad we could help when your car got stuck and that our responses were timely. Great to hear you enjoyed your stay — thanks for the recommendation. You’re welcome back anytime.
Killington Mountain Homes staff
Rating 5
Great spot close to the mountain
Sean - Posted: 1/11/2026
Thanks Sean! Glad you found Tanglewood Ski Chalet a great spot close to the mountain. It was a pleasure hosting you — you’re welcome back anytime.
Killington Mountain Homes staff
Rating 5
Amazing stay! The location is perfect — super close to the ski resort. The house is spacious with plenty of bathrooms, fully equipped with everything we needed. The hot tub was a great bonus after a long day of skiing. Highly recommend!
Zihe - Posted: 1/4/2026
Thanks Zihe! Glad to hear you enjoyed the location and found the Tanglewood Ski Chalet spacious and well-equipped for your stay. It’s great to know the hot tub was a nice way to relax after skiing. We really appreciate your recommendation and would love to welcome you back anytime!
Killington Mountain Homes staff
Swipe Swipe for More Reviews

Have a question? Customer Questions & Answers Have a question? Customer Questions & Answers

Want to know specifics? Ask anything about this specific property that you would like to know...

Example: "Is the balcony screened in?" or "Is there a toaster oven?"


Request More Info Request More Info

Want to know specifics? Ask anything in reference to vacationing at this property that you would like to know...

Example: "Are fresh linens provided?"

I agree